Regiospecific glycerin polyesters

ABSTRACT

The present invention is directed to a series of polymeric glyceryl esters that have two different molecular weight ester chains, one solid and one liquid, which when combined into a single molecule make a polymer that is solid, but has very unique flow properties. These materials find applications as additives to formulations in personal care products where there is a desire to have a structured film (provided by the solid fatty group) and flow properties, (provided by the liquid fatty group). These compounds by virtue of their unique structure provide outstanding skin feel.

FIELD OF THE INVENTION

The present invention is directed to a series of glycerin based polymersthat have been designed to have very specific substitution patterns,herein referred to as regio-specific substitution (RSS). Natural oilsare triglycerides produced by plants and animals as a mechanism to storeenergy in the form of neutral fats. While being very successful as astore of energy for cells, these products are oily and do not possessthe derived aesthetics for widespread use in cosmetics. The compounds ofthe present invention provide properties including skin feel andthermo-sensitive properties (i.e. alteration in properties as thetemperature increases). The properties of the natural triglycerides arecontrolled by the fatty (alkyl) group contained therein and normally arepredominantly oleyl groups (C18). Nature does not provide much of avariation in the groups. We have surprisingly found that by linkingtriglycerides into polymer backbones and controlling the location of thedifferent alkyl groups along that backbone, the performance andstructure can de fine tuned. To improve the performance and propertiesof triglycerides, several polymeric triglyceride mimics weresynthesized. The properties of these polymers can be controlled andtuned by judicial control of the polymerization conditions. Glycerinpolyesters with different pendent alkyl groups with varying fatty chainlength will provide a unique multi-dimensional polymer. This polymerwill has “compartments” of solid and liquid pendant group domains if theproper pendant groups are chosen. This unique multi-dimensional, highdefinition polymer will have very unique physical properties, includingunique shear and flow behaviors. These polymers will provide outstandingand unique skin feels when used in cosmetic applications.

BACKGROUND OF THE INVENTION

Triglycerides are common natural materials, their structure is:

Triglycerides are esters that are the reaction product of glycerin andfatty acids.

Triglycerides are very common in nature and are commonly used incosmetic products to provide physical properties and ascetics.Triglycerides are commonly called oils, fats, butters and waxes. Theseterms are used to describe the physical and chemical composition of thetriglyceride. Butters, oils and fats are all triglycerides. The majorphysical difference between butters, oils and fats are their melt andtiter points: Fats have a titer point of over 40.5° C., oils have atiter point of below 40.5° C., and butters have a titer below 40.5° C.but above 20° C. Oils are liquid at room temperature and we now use thisword to describe any compound that is a liquid and is insoluble inwater. As a result, Jojoba is referred to as oil, despite the fact it isreally a liquid wax.

Because oils, fats, butters and waxes are complex mixtures of homologuesof similar chemical structures, it is difficult to obtain a true meltingpoint. As the lower molecular weight fractions melt, they act assolvents to dissolve the higher molecular weight products. This resultsin a very wide melting “range” for these compounds. For this reason,titer point is generally determined on fats, oils, waxes and butters.

Titer is defined as the re-solidification point of the melted oil, fatbutter or wax. The procedure is to heat the product to be tested untilit is completely liquid, then to slowly cool with stirring. This is doneuntil the temperature stays constant for 30 seconds, or begins to rise.The titer point is the highest temperature indicated by this rise.

Triglycerides are the tri-ester of glycerin with three equivalents offatty acid. Fatty acids are defined as those acids having alkyl oralkylene groups being C-5 and higher. The reaction is as follows:

Triglycerides occur commonly in nature, but lack the desired aestheticsfor many personal care applications. It is the pursuit of improving thefeel of these commonly occurring natural triglycerides that are thematerials of interest in the present invention.

U.S. Pat. No. 2,914,546 to Barsky et al teaches interesterification ofmixed glyceryl compounds.

U.S. Pat. No. 6,306,906 to Wohlman and O'Lenick teach a process forconditioning hair and skin which comprise contacting the skin or hairwith an effective conditioning concentration of a of the reactionproduct of meadowfoam oil and an ester selected from the groupconsisting of beeswax, jojoba oil, carnauba wax, and candelilla wax.

U.S. Pat. No. 6,180,668 to Wohlman and O'Lenick disclose a series of“reconstituted meadowfoam oils”, used on skin for moisturizing andemollient applications. The term reconstituted as used hereon refers toa process in which meadowfoam oil and one or more oils of natural originare transesterified under conditions of high temperature and catalyst tomake a “reconstituted product” having an altered alkyl distribution andconsequently altered chemical and physical properties.

These referenced patents are incorporated herein by reference.

None of these patents provide polyester derivatives of mixed fattyesters of glyceryl as envisioned by the present, invention.Specifically, they are not polymeric materials that have the benefit ofunique physical properties due to molecular weight increase, no skinpenetration due to high molecular weight, and the combination of liquidand solid domain groups critical to the properties of the presentinvention.

Fatty acids of differing chain lengths and structures will havedifferent physical properties. A triglyceride containing two differentfatty chain length with have physical properties of a blend of the twofatty acids. If the fatty acids are confined to a domain of the polymer(pendant groups are located in regio-specific positions of the polymerbackbone), a multi-domain polymer is formed. This multi-domain polymerwill have highly organized “pockets” or domains of solid fatty groups,surrounded by liquid domains. The physical properties of themulti-domain polymer will be extremely different than the randomtriglyceride. By judicious control of the placement of these domainsresults in a high definition polymer. The preparation of polymers withhighly desired aesthetics requires that different sections of themolecule have controlled alkyl groups. Addition of all the groups in thereaction mixture results in a random alkyl substitution pattern and lossof the desired aesthetics. Only by careful stepwise reaction can theproducts having exact structural properties be assured, thereby assuringperformance in highly sophisticated formulations.

THE INVENTION Object of the Invention

The current invention is directed toward a series of regiospecificpolyesters that are synthesized from glycerin. These regiospecificpolyesters will have very unique physical properties and have a widevariety of solubilities.

SUMMARY OF THE INVENTION

It has been discovered that not only the polymer make up, i.e. themonomers that make up the polymer backbone, but also the polymer designcan be controlled and used as an efficient tool in tuning the asceticsand performance of a polymer. The polymers of the current invention aresynthesized by a step growth polymerization, specifically apolycondensation polymerization. A simple example of a polycondensationpolymerization is shown below:

In this simple example, the polymerization is the reaction between adi-acid and a di-alcohol. The polymerization is an equilibrium reactionthat gives off water as a byproduct. The polymerization proceeds to highmolecular weight by the removal of water as steam. It is common practicein polymer chemistry to actively control the molecular weight of thepolymer by controllable techniques. One of these techniques is the useof mono-functional monomers during the polymerization process.Mono-functional monomers or so-called “chain terminators”, will reactduring the polymerization process like every other monomer. The majordifference between a mono-functional monomer and a multifunctionalmonomer is that unlike a typical multifunctional monomer, amono-functional monomer has only one reactive group. The moment that themono-functional monomer reacts onto the polymer backbone the polymerchain loses the ability to continue to grow because it has no morereact-able functional groups. The chain terminator reaction is asfollows:

Chain terminators get their names because once they react, thepolymerization stops so they are always on the end of the polymer chain.

We have found that by the use of mono-functional monomers can be used todesign a polymer that is regospecific, (also refereed to asregio-specific substitution (RSS)). Regiospecific refers to a polymerthat has regions of different pendant groups. A polymer can besynthesized that has two or more regions by utilizing mono-functionalmonomers. The polymer chain ends are controlled by the use ofmono-functional monomers, while the internal pendant groups can bereacted onto the polymer backbone by the use of a different fatty acid.The regions of the polymer are shown below:

As shown above, the polymer's pendant groups can be controllably placedinto two different regions. These regions will then allow the polymer toact like a block copolymer. Regio-specific polymers will havedrastically different properties, i.e. different melt point,crystallinity, and solubility than the same polymer made in a randomapproach.

This regiospecific polymer is obtained by the multi-step polymerizationapproach. In the first step a try functional alcohol is reacted with adi-acid and a mono-functional acid as shown below:

As seen above, the polymerization occurs as a typical polycondensationpolymerization. The polymerization will proceed until one of themonomers is completely consumed. Once the polymerization has reached adesired chain length, the polymerization can be terminated by theaddition of a “chain terminator”. Chain terminators are monofunctionalmonomers that will react onto the polymer chain end and prevent thepolymer from growing. The chain terminator reaction is shown below.

As seen above, once the chain terminators react with the growing polymerchain, the chain loses the ability to continue to react.

This new technique provides a way to selectively add end groups onto thepolymer chain ends. Since the chain terminators are held until the endof the polymerization, they are protected from trans-esterficationreaction with other alcohols involved in the polymerization process. Thepolymer produced is designed specifically to maximize the performance ofthe polymers. These polymers are classified as High Definition Polymers.The term “High Definition Polymers” refers to a class of polymers thathave specific structures that affect the polymer performance. A glycerinpolyester of the current invention that has both a solid and liquidpendant and terminal groups and will produce a High Definition Polymerthat has structured liquid and solid domains.

DETAILED DESCRIPTION OF THE INVENTION

One aspect of the present invention is very specific polyesters thatfall into one of three categories (1-3)

(1) Glycerin Polyester

A polyester conforming to the following structure:

wherein,R¹ is an alkyl containing 8 to 26 carbons, or mixtures thereof;R³ is independently selected from an alkyl containing 2 to 12 carbons,or an alkyl confining to the following structure:

or mixtures thereof;R⁴ is an alkyl containing 8 to 26 carbons or mixtures thereof;n is an integer ranging from 5 to 15;

Preferred Embodiment

In a preferred embodiment R¹ and R⁴ are different.

In a more preferred embodiment one of R¹ and R⁴ is solid and the otheris liquid, (as used herein, liquid is meant pourable at 25° C., by solidis meant solid at 25° C.).

In a more preferred embodiment R¹ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is dimer acid.

In a more preferred embodiment R⁴ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is an alkyl having 7 carbons.

(2) Glycerin Copolyester

A polyester conforming to the following structure:

wherein,R¹ is an alkyl containing 8 to 26 carbons or mixtures thereof;R² is an alkyl containing 8 to 26 carbons or mixtures thereof;R³ is independently selected from an alkyl containing 2 to 12 carbons,or an alkyl confining to the following structure:

or mixtures thereof;R⁴ is an alkyl containing 8 to 26 carbons or mixtures thereofn is an integer ranging from 5 to 15;

Preferred Embodiment

In a preferred embodiment R¹, R² and R⁴ are different.

In a more preferred embodiment one of R¹ R² and R⁴ is solid and theother two are liquid.

In a most preferred embodiment one of R¹ R² and R⁴ is liquid and theother two are solid.

In a more preferred embodiment R¹ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is dimer acid.

In a more preferred embodiment R⁴ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is an alkyl having 7 carbons.

(3) Glycerin Copolyester

A polyester conforming to the following structure:

wherein,R¹ is an alkyl containing 8 to 26 carbons or mixtures thereof;R² is an alkyl containing 8 to 26 carbons or mixtures thereof;R³ is independently selected from the group consisting of alkylcontaining 2 to 12 carbons, or an alkyl conforming to the followingstructure:

or mixtures thereof;R⁴ is an alkyl containing 8 to 26 carbons;n is an integer ranging from 5 to 15;

Preferred Embodiment

In a preferred embodiment R¹, R², R³ and R⁴ are different.

In a more preferred embodiment one of R¹ R² R³ and R⁴ is solid and theother three are liquid.

In a most preferred embodiment one of R¹ R² R³ and R⁴ is liquid and theother three are solid.

In a more preferred embodiment R¹ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is dimer acid.

In a more preferred embodiment R⁴ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is an alkyl having 7 carbons.

Another aspect of the present invention is a process for conditioninghair and skin which comprises contacting the hair or skin with aneffective conditioning concentration of a very specific polyesters thatfall into three categories (a-c).

(a) Glycerin Polyester

A process for conditioning hair and skin which comprises contacting thehair or skin with an effective conditioning concentration of a polyesterconforming to the following structure:

wherein,R¹ is an alkyl containing 8 to 26 carbons, or mixtures thereof;R³ is independently selected from an alkyl containing 2 to 12 carbons,or an alkyl confining to the following structure:

or mixtures thereof;R⁴ is an alkyl containing 8 to 26 carbons or mixtures thereof;n is an integer ranging from 5 to 15;

Preferred Embodiment

In a preferred embodiment said effective conditioning concentrationranges from 0.1% to 45% by weight.

In a more preferred embodiment said effective conditioning concentrationranges from 1% to 20% by weight.

In a preferred embodiment R¹ and R⁴ are different.

In a more preferred embodiment one of R¹ and R⁴ is solid and the otheris liquid, (as used herein, liquid is meant pourable at 25° C., by solidis meant solid at 25° C.).

In a more preferred embodiment R¹ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is dimer acid.

In a more preferred embodiment R⁴ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is an alkyl having 7 carbons.

(b) Glycerin Copolyester

A process for conditioning hair and skin which comprises contacting thehair or skin with an effective conditioning concentration of a polyesterconforming to the following structure:

wherein,R¹ is an alkyl containing 8 to 26 carbons or mixtures thereof;R² is an alkyl containing 8 to 26 carbons or mixtures thereof;R³ is independently selected from an alkyl containing 2 to 12 carbons,or an alkyl confining to the following structure:

or mixtures thereof;R⁴ is an alkyl containing 8 to 26 carbons or mixtures thereof;n is an integer ranging from 5 to 15;

Preferred Embodiment

In a preferred embodiment said effective conditioning concentrationranges from 0.1% to 45% by weight.

In a more preferred embodiment said effective conditioning concentrationranges from 1% to 20% by weight.

In a preferred embodiment R¹, R² and R⁴ are different.

In a more preferred embodiment one of R¹ R² and R⁴ is solid and theother two are liquid.

In a most preferred embodiment one of R¹ R² and R⁴ is liquid and theother two are solid.

In a more preferred embodiment R¹ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is dimer acid.

In a more preferred embodiment R⁴ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is an alkyl having 7 carbons.

(c) Glycerin Copolyester

A process for conditioning hair and skin which comprises contacting thehair or skin with an effective conditioning concentration of a polyesterconforming to the following structure:

wherein,R¹ is an alkyl containing 8 to 26 carbons or mixtures thereof;R² is an alkyl containing 8 to 26 carbons or mixtures thereof;R³ is independently selected from the group consisting of alkylcontaining 2 to 12 carbons, or an alkyl conforming to the followingstructure:

or mixtures thereof;R⁴ is an alkyl containing 8 to 26 carbons;n is an integer ranging from 5 to 15;

Preferred Embodiment

In a preferred embodiment said effective conditioning concentrationranges from 0.1% to 45% by weight.

In a more preferred embodiment said effective conditioning concentrationranges from 1% to 20% by weight.

In a preferred embodiment R¹, R², R³ and R⁴ are different.

In a more preferred embodiment one of R¹, R², R³ and R⁴ is solid and theother three are liquid.

In a most preferred embodiment one of R¹ R² R³ and R⁴ is liquid and theother three are solid.

In a more preferred embodiment R¹ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is dimer acid.

In a more preferred embodiment R⁴ is an alkyl having 18 carbons.

In a more preferred embodiment R³ is an alkyl having 7 carbons.

Raw Materials

Fatty Acids

Fatty acids useful in the practice of the present invention are items ofcommerce commercially available from Cognis.

Fatty Acid Names

Fatty acids useful as raw materials in the preparation of compounds ofthe present invention are commercially available from a variety ofsources including Procter and Gamble of Cincinnati Ohio. The structuresare well known to those skilled in the art.R—C(O)—OH

Saturated

Example R Formula Common Name Molecular Weight 1 C₇H₅ Caprylic 144 2C₉H₁₉ Capric 172 3 C₁₁H₂₃ Lauric 200 4 C₁₃H₂₇ Myristic 228 5 C₁₄H₂₉Pentadecanoic 242 6 C₁₅H₃₁ Palmitic 256 7 C₁₇H₃₅ Stearic 284 8 C₁₇H₃₅Isosteric 284 9 C₁₉H₃₉ Arachidinic 312 10 C₂₁H₄₃ Behenic 340 12 C₂₆H₅₃cetrotic 396 13 C₃₃H₆₇ geddic acid 508

Unsaturated

Example R Formula Common Name Molecular Weight 14 C₁₇H₃₃ Oleic 282 15C₁₇H₃₁ Linoleic 280 16 C₁₇H₂₉ Linolenic 278 17 C₁₅H₂₉ Palmitoleic 254 18C₁₃H₂₅ Myristicoleic 226 19 C₂₁H₄₁ Erucic 338

Glycerin

Glycerin is an item of commerce and is available from a variety ofsources including Cognis of Cincinnati Oh. It conforms to the followingstructure:

Glycerin is propane-1,2,3-triol and has a CAS number of 56-81-5.

Dicarboxylic Acid

Dicarboxylic acid useful as raw materials in the synthesis of thecompounds of the present invention are commercially available from avariety of sources including Cognis. They conforms to the followingstructure;

wherein;c is an integer ranging from 1 to 10.

Saturated Dicarboxylic Acids

Example Common Name c Molecular Weight 20 Malonic 1 104 21 Succinic 2118 22 Glutaric 3 132 23 Adipic 4 146 24 Pimelic 5 160 25 Subric 6 17426 Azelaic 7 188 27 Sebacic 8 202 28 Undecanedioic 9 216 29Dodecanedioic 10 230

Example 30 Dimer Acid

Dimer acid is an item of commerce available commercially from CognisCorporation. It conforms to the following structure:

Example 31 Hydrogenated Dimer Acid

Hydrogenated dimer acid is an item of commerce available commerciallyfrom Henkel Corporation. It conforms to the following structure:

Glycerin Chain Terminator

Glycerin fatty esters were prepared by SurfaTech Corporation, ofLawrenceville, Ga. They are prepared by the esterification of glycerinwith fatty acids (examples 1-18). They conform to the followingstructure:

wherein;R¹ is an alkyl having 8 to 26 carbons;

Fatty Acid Glycerin Example Example Grams Grams 32 2 197.2 52.8 33 7215.1 34.9 34 8 215.1 34.9 35 14 214.9 35.1

Glycerin Mixed Chain Terminator

Glycerin mixed alkyl fatty esters were prepared by SurfaTechCorporation, of Lawrenceville, Ga. They are prepared by theesterification of glycerin with two different fatty acids (examples1-18). They conform to the following structure:

wherein;R¹ is alkyl having 8 to 26 carbons;R² is alkyl having 8 to 26 carbons, with the proviso that R² is not thesame as R¹;

R1 R2 Glycerin Example Example Grams Example Grams Grams 36 7 107.6 8107.6 34.9 37 8 107.9 14 107.1 35.0 38 14 129.1 2 78.7 42.2 39 2 150.4 775.2 24.4

General Procedure

A specified number of grams glycerin is added to a specified amount offatty acids (examples 1-18). The reaction mixture is heated to 160-180°C. Water is removed by vacuum during the reaction process. The reactionis monitored by the determination of acid value. The acid value willdiminish as the reaction proceeds. The reaction is cooled once the acidvalue fails to change over an additional two hours at elevatedtemperature. The product is used without purification.

Polymerization

A specified number of grams glycerin is added to a specified amount offatty acids (examples 1-18) and diacids (examples 20-30) or dimer acid(example 31 & 32). The reaction mixture is heated to 160-180° C. Wateris removed by vacuum during the reaction process. The reaction ismonitored by the determination of acid value. The acid value willdiminish as the reaction proceeds. Once the acid value reaches a desiredvalue, a specified amount of chain terminator (examples 36-39) is addedinto the reaction flask. The reaction is cooled once the acid valuefails to change over an additional two hours at elevated temperature.The product is used without purification.

Chain Terminator R⁴ Diacid Glycerin Example Example Grams Example GramsExample Grams Grams 40 33 48.5 7 52.2 30 132.3 16.9 41 33 19.9 7 64.3 30144.9 20.9 42 34 76.2 8 82.0 26 65.1 26.6 43 34 33.1 8 106.8 26 75.434.6 44 33 76.4 14 81.6 26 65.3 26.7 45 33 33.2 14 106.4 26 75.7 34.7 4636 76.2 7 82.0 26 65.1 26.6 47 36 33.1 7 106.8 26 75.4 34.6 48 36 48.5 852.5 30 132.3 16.9 49 36 21.1 8 68.1 30 153.4 7.4 50 36 48.6 14 51.9 30132.5 17.0 51 36 20.0 14 64.0 30 145.2 20.9 52 35 98.2 2 64.4 21 53.034.5 53 35 45.8 2 90.1 21 65.9 48.2 54 37 48.3 7 52.1 31 132.6 16.9 5537 19.8 7 64.2 31 145.2 20.8 56 38 66.6 8 86.6 26 68.8 28.1 57 38 28.0 8109.3 26 77.2 35.5 58 39 64.1 14 47.9 30 122.3 15.6 59 35 27.6 14 61.830 140.4 20.2

Applications Examples

These polymers have a wide variety of applications including, but notlimited to, the modification of physical properties. Solid triglyceridesor butters are very attractive in the cosmetic industry. The use of aregiospecific, glycerin polyester is a very efficient and attractive wayto produce a butter with a luxurious feel, because of the ability tocustomize the structure as described herein.

These glycerin polyesters' physical properties, including solid stateand skin feel, can be selectively tuned by the selection of R groups.Take for example two glycerin polyesters conforming to the samestructure shown below:

In the first polyester: R² is a stearic group, R³ is a dimer group andR⁴ is a isostearic group. The R groups of the second polyester are: R²is a isostearic group, R³ is a dimer group and R⁴ is a stearic group. Inthese two polyesters have the same general structure but drasticallydifferent physical structures. Both polymers have both a solid and aliquid R group but will have completely different physical properties.Example one is comprised of internal (R⁴) isostearic groups, which willproduce a liquid region. This liquid region makes up 63.9% wt of thetotal mass of the polymer. R² is a stearic group and will produce asolid region and represents 17.0% wt of the polymer. This polymer isamorphous and will have a lubricious skin feel providing a conditioningeffect. The latter polymer is comprised of internal (R⁴) stearic groups,which will produce a solid region. This solid region comprises of 63.9%wt of the polymer's mass. The R² groups of this polymer make up theliquid region and makes up 17.0 wt % of the polymer's mass. This polymeris a hard solid that will provide structural integrity to any cosmeticapplication.

The invention claimed is:
 1. A polyester of the following structure:

wherein, R¹ is an alkyl containing 8 to 26 carbons; R³ is independentlyselected from the group consisting of an alkyl containing 2 to 12carbons, an alkyl of the following structures:

and mixtures thereof; wherein R⁴ is an alkyl containing 8 to 26 carbons;and n is an integer ranging from 5 to
 15. 2. The polyester of claim 1wherein one of R¹ and R⁴ is solid and the other liquid.
 3. A polyesterof the following structure:

wherein, R¹ is an alkyl containing 8 to 26 carbons; R² is an alkylcontaining 8 to 26 carbons; R³ is independently selected from the groupconsisting of an alkyl containing 2 to 12 carbons, an alkyl of thefollowing structures:

and mixtures thereof; wherein R⁴ is an alkyl containing 8 to 26 carbons;and n is an integer ranging from 5 to
 15. 4. The polyester of claim 3wherein one of R¹ R² and R⁴ is solid and the other two are liquid. 5.The polyester of claim 3 wherein one of R¹ R² and R⁴ is liquid and theother two are solid.
 6. A polyester of the following structure:

wherein, R¹ is an alkyl containing 8 to 26 carbons; R² is an alkylcontaining 8 to 26 carbons; R³ is independently selected from the groupconsisting of an alkyl containing 2 to 12 carbons, an alkyl of thefollowing structures:

and mixtures thereof; wherein R⁴ is an alkyl containing 8 to 26 carbons;and n is an integer ranging from 5 to
 15. 7. The polyester of claim 3wherein one of R¹ R² and R⁴ is solid and the other two are liquid. 8.The polyester of claim 3 wherein one of R¹ R² and R⁴ is liquid and theother two are solid.
 9. The polyester of claim 1 wherein R¹ is an alkylhaving 18 carbons.
 10. The polyester of claim 1 wherein R⁴ is an alkylhaving 18 carbons.
 11. The polyester of claim 1 wherein R³ is an alkylhaving 7 carbons.
 12. The polyester of claim 3 wherein R¹ is an alkylhaving 18 carbons.
 13. The polyester of claim 3 wherein R² is an alkylhaving 18 carbons.
 14. The polyester of claim 3 wherein R⁴ is an alkylhaving 18 carbons.
 15. The polyester of claim 3 wherein R³ is an alkylhaving 7 carbons.
 16. The polyester of claim 6 wherein R¹ is an alkylhaving 18 carbons.
 17. The polyester of claim 6 wherein R³ is dimeracid.
 18. The polyester of claim 6 wherein R⁴ is an alkyl having 18carbons.
 19. The polyester of claim 6 wherein R³ is an alkyl having 7carbons.
 20. The glycerin polyester of claim 6 wherein R² is an alkylhaving 18 carbons.
 21. A process for conditioning hair and skin whichcomprises contacting the hair or skin with an effective conditioningconcentration of a polyester of the following structure:

wherein, R¹ is an alkyl containing 8 to 26 carbons; R² is an alkylcontaining 8 to 26 carbons; R³ is independently selected from the groupconsisting of an alkyl containing 2 to 12 carbons, an alkyl of thefollowing structures:

and mixtures thereof; wherein R⁴ is an alkyl containing 8 to 27 carbons;and n is an integer ranging from 5 to
 15. 22. The process of claim 21wherein said effective conditioning concentration ranges from 0.1% to45% by weight.
 23. The process of claim 21 wherein said effectiveconditioning concentration ranges from 1% to 20% by weight.
 24. Theprocess of claim 21 wherein one of R¹ and R⁴ is solid and the otherliquid.
 25. A process for conditioning hair and skin which comprisescontacting the hair or skin with an effective conditioning concentrationof a polyester of the following structure:

wherein, R¹ is an alkyl containing 8 to 26 carbons; R² is an alkylcontaining 8 to 26 carbons; R³ is independently selected from the groupconsisting of an alkyl containing 2 to 12 carbons, an alkyl of thefollowing structures:

and mixtures thereof; wherein R⁴ is an alkyl containing 8 to 26 carbons;and n is an integer ranging from 5 to
 15. 26. The process of claim 25wherein said effective conditioning concentration ranges from 0.1% to45% by weight.
 27. The process of claim 25 wherein said effectiveconditioning concentration ranges from 1% to 20% by weight.
 28. Thepolyester of claim 25 wherein one of R¹ R² and R⁴ is solid and the othertwo are liquid.
 29. The polyester of claim 25 wherein one of R¹ R² andR⁴ is liquid and the other two are solid.
 30. A process for conditioninghair and skin which comprises contacting the hair or skin with aneffective conditioning concentration of a polyester of the followingstructure:

wherein, R¹ is an alkyl containing 8 to 26 carbons; R² is an alkylcontaining 8 to 26 carbons; R³ is independently selected from the groupconsisting of an alkyl containing 2 to 12 carbons, an alkyl of thefollowing structures:

and mixtures thereof; wherein R⁴ is an alkyl containing 8 to 26 carbons;and n is an integer ranging from 5 to
 15. 31. The process of claim 30wherein said effective conditioning concentration ranges from 0.1% to45% by weight.
 32. The process of claim 30 wherein said effectiveconditioning concentration ranges from 1% to 20% by weight.
 33. Theprocess of claim 30 wherein one of R¹ R² and R⁴ is solid and the othertwo are liquid.
 34. The process of claim 30 wherein one of R¹ R² and R⁴is liquid and the other two are solid.